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Merck

318035

Sigma-Aldrich

(S)-(−)-α-Methoxy-α-trifluormethylphenylessigsäure

≥99%

Synonym(e):

(−)-MTPA, Moshers Säure

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About This Item

Lineare Formel:
C6H5C(OCH3)(CF3)CO2H
CAS-Nummer:
Molekulargewicht:
234.17
Beilstein:
4684048
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352112
PubChem Substanz-ID:
NACRES:
NA.22

Assay

≥99%

Optische Aktivität

[α]18/D −72°, c = 1.6 in methanol

Optische Reinheit

ee: 99% (GLC)

Brechungsindex

n20/D 1.474 (lit.)

bp

95-97 °C/0.05 mmHg (lit.)

mp (Schmelzpunkt)

46-49 °C (lit.)

Dichte

1.303 g/mL at 25 °C (lit.)

Lagertemp.

2-8°C

SMILES String

CO[C@](C(O)=O)(c1ccccc1)C(F)(F)F

InChI

1S/C10H9F3O3/c1-16-9(8(14)15,10(11,12)13)7-5-3-2-4-6-7/h2-6H,1H3,(H,14,15)/t9-/m0/s1

InChIKey

JJYKJUXBWFATTE-VIFPVBQESA-N

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Allgemeine Beschreibung

(S)-(-)-α-Methoxy-α-(trifluoromethyl)phenylacetic acid is commonly used as a derivatizing agent in Mosher ester analysis and Mosher amide analysis, which are NMR-based methods for determining the absolute configuration of the chiral carbon center in secondary alcohols and amines, respectively.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

doi:10.1038/nprot.2007.354

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

235.4 °F - closed cup

Flammpunkt (°C)

113 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


Analysenzertifikate (COA)

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Mosher ester analysis for the determination of absolute configuration of stereogenic (chiral) carbinol carbons.
Hoye TR, et al.
Nature Protocols, 2(10), 2451-2458 (2007)
Barry J Everitt et al.
Nature neuroscience, 8(11), 1481-1489 (2005-10-28)
Drug addiction is increasingly viewed as the endpoint of a series of transitions from initial drug use--when a drug is voluntarily taken because it has reinforcing, often hedonic, effects--through loss of control over this behavior, such that it becomes habitual
Hiroshi Hasegawa et al.
Journal of mass spectrometry : JMS, 46(5), 502-507 (2011-04-19)
D-Serine is a co-agonist of the N-methyl-D-aspartate receptor in glutamate neurotransmission and has been proposed as a potential therapeutic agent for schizophrenia. However, D-serine also acts as a nephrotoxic substance in rats at high doses. To investigate the pharmacokinetics and
Thomas R Hoye et al.
Organic letters, 12(8), 1768-1771 (2010-03-27)
The relative magnitudes of the chemical shift differences (Deltadeltas) in the two diastereomers of menthyl esters of known chiral derivatizing agents (CDAs) were compared to those of the alpha-methoxy-alpha-trifluoromethyl-1-naphthylacetyl (MTN((1))A) analogues I. Discrimination of the terminal diastereotopic methyl resonances in
Giancarlo Cravotto et al.
Chirality, 16(8), 526-533 (2004-08-04)
Cyclodextrin (CD) derivatives are important selectors for analytical chiral recognition. Their enantioselectivities and chemical properties depend on ring size and on nature, number and location of substituents. This paper describes the synthesis of 6-O-TBDMS-2,3-O-methyl beta-cyclodextrins bearing in position 2 either

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